(1R,9S,12S,15R,16E,19S,21S,23R,25R)-12-[(2S,3S,4E)-5-[(1R,3S,4R)-4-[(tert-butyldimethylsilyl)oxy]-3-methoxycyclohexyl]-3-hydroxy-4-methylpent-4-en-2-yl]-1,14-dihydroxy-21,23-dimethoxy-17,19,25-trimethyl-15-(prop-2-en-1-yl)-11,26-dioxa-4-azatricyclo[20.3.1.04,9]hexacos-16-ene-2,3,10-trione

• ChemBase ID: 171346
• Molecular Formular: C50H85NO12Si
• Molecular Mass: 920.2949
• Monoisotopic Mass: 919.5841037
• SMILES: [C@@H]1([C@H](C[C@@H](CC1)/C=C(/[C@H]([C@@H]([C@@H]1CC(O)[C@@H](/C=C(/C[C@@H](C[C@@H](C2[C@@H](C[C@H]([C@](C(=O)C(=O)N3[C@H](C(=O)O1)CCCC3)(O2)O)C)OC)OC)C)\C)CC=C)C)O)\C)OC)O[Si](C(C)(C)C)(C)C
• Canonical SMILES: C=CC[C@@H]1/C=C(\C)/C[C@H](C)C[C@H](OC)C2O[C@](C(=O)C(=O)N3[C@H](C(=O)O[C@@H](CC1O)[C@H]([C@@H](/C(=C/[C@@H]1CC[C@H]([C@H](C1)OC)O[Si](C(C)(C)C)(C)C)/C)O)C)CCCC3)(O)[C@@H](C[C@H]2OC)C
• InChI: InChI=1S/C50H85NO12Si/c1-15-18-36-24-30(2)23-31(3)25-42(59-11)45-43(60-12)27-33(5)50(57,62-45)46(54)47(55)51-22-17-16-19-37(51)48(56)61-40(29-38(36)52)34(6)44(53)32(4)26-35-20-21-39(41(28-35)58-10)63-64(13,14)49(7,8)9/h15,24,26,31,33-45,52-53,57H,1,16-23,25,27-29H2,2-14H3/b30-24+,32-26+/t31-,33+,34+,35-,36+,37-,38?,39+,40-,41-,42-,43+,44+,45?,50+/m0/s1
• InChIKey: YGXDKYAIMAMUAT-FGORAWGBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,9S,12S,15R,16E,19S,21S,23R,25R)-12-[(2S,3S,4E)-5-[(1R,3S,4R)-4-[(tert-butyldimethylsilyl)oxy]-3-methoxycyclohexyl]-3-hydroxy-4-methylpent-4-en-2-yl]-1,14-dihydroxy-21,23-dimethoxy-17,19,25-trimethyl-15-(prop-2-en-1-yl)-11,26-dioxa-4-azatricyclo[20.3.1.0^4,^9]hexacos-16-ene-2,3,10-trione
• IUPAC Traditional name: (1R,9S,12S,15R,16E,19S,21S,23R,25R)-12-[(2S,3S,4E)-5-[(1R,3S,4R)-4-[(tert-butyldimethylsilyl)oxy]-3-methoxycyclohexyl]-3-hydroxy-4-methylpent-4-en-2-yl]-1,14-dihydroxy-21,23-dimethoxy-17,19,25-trimethyl-15-(prop-2-en-1-yl)-11,26-dioxa-4-azatricyclo[20.3.1.0^4,^9]hexacos-16-ene-2,3,10-trione
• Synonyms: [3S-[3R*[1R*,2R*,3E,4(1S*,3S*,4S*)],5R*,6S*,7E,10R*,12R*,13R*,14R*,16S*,17S*,24aR*]]-3-[4-[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methoxycyclohexyl]-2-hydroxy-1,3-dimethyl-3-butenyl]-4,5,6,9,10,11,12,13,14,15,16,17,22,23,24,24a-hexadecahydro-5,17-dihydroxy-12,14-dimethoxy-8,10,16-trimethyl-6-(2-propenyl)-13,17-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacycloheneicosine-1,18,19(21H)-trione.; 22-Hydroxy-33-tert-butyldimethylsilyloxy-iso-FK-506

Database IDs

• CAS Number: 134556-79-9
• PubChem SID: 164227256
• PubChem CID: 71749361

CALCULATED PROPERTIES

• Acid pKa: 9.955607
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): 7.198785
• LogD (pH = 7.4): 7.1975946
• Log P: 7.1988
• Molar Refractivity: 246.504 cm^3
• Polarizability: 99.519295 Å^3
• Polar Surface Area: 170.52 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White Solid

DETAILS

Toronto Research Chemicals - H956300

Analog of iso-FK-506.